(2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane

Base Information

Chemical Name:(2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane
CAS No.:143842-38-0
Molecular Formula:C₄₀H₆₀O₃Si₂
Molecular Weight:645.086
Hs Code.:

Synonyms:(2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane

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Technology Process of (2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane

There total 5 articles about (2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 143842-37-9
(2S,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-hydroxy-4-(benzyloxy)butane

: 143842-38-0
(2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane

Guidance literature:: With dmap; triethylamine; In N,N-dimethyl-formamide; for 48h; Ambient temperature;
DOI:10.1021/ja00048a017

Reference yield:

: 143842-35-7
(2R,3S)-1,3-dihydroxy-2-(1-hexynyl)-4-<(p-bromobenzyl)oxy>butane

: 143842-38-0
(2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine, H₂ / Pd/BaSO₄ / 20 h / 760 Torr

2: 1.) NaH / 1.) THF, RT, 45 min, 2.) THF, RT, 90 min

3: 81 percent / Et₃N, 4-(dimethylamino)pyridine / dimethylformamide / 48 h / Ambient temperature

With pyridine; dmap; hydrogen; sodium hydride; triethylamine; Pd-BaSO₄; In N,N-dimethyl-formamide;
DOI:10.1021/ja00048a017

Reference yield:

: C₁₆H₂₈Al^(1-)*Li⁽¹⁺⁾

: 143842-38-0
(2R,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-<(tert-butyldimethylsilyl)oxy>-4-(benzyloxy)butane

Guidance literature:: Multi-step reaction with 4 steps

1: toluene; hexane / 24 h / Ambient temperature

2: pyridine, H₂ / Pd/BaSO₄ / 20 h / 760 Torr

3: 1.) NaH / 1.) THF, RT, 45 min, 2.) THF, RT, 90 min

4: 81 percent / Et₃N, 4-(dimethylamino)pyridine / dimethylformamide / 48 h / Ambient temperature

With pyridine; dmap; hydrogen; sodium hydride; triethylamine; Pd-BaSO₄; In hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00048a017